US5258065A - Ink composition for indicating the progress of sterilization with ethylene oxide - Google Patents

Ink composition for indicating the progress of sterilization with ethylene oxide Download PDF

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Publication number
US5258065A
US5258065A US07/903,444 US90344492A US5258065A US 5258065 A US5258065 A US 5258065A US 90344492 A US90344492 A US 90344492A US 5258065 A US5258065 A US 5258065A
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group
acid
ink composition
ink
polar solvent
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US07/903,444
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English (en)
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Toshiki Fujisawa
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Sakura Color Products Corp
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Sakura Color Products Corp
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Assigned to SAKURA COLOR PRODUCTS CORPORATION reassignment SAKURA COLOR PRODUCTS CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: FUJISAWA, TOSHIKI
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2/00—Disinfection or sterilisation of materials or objects, in general; Accessories therefor
    • A61L2/26—Accessories
    • A61L2/28—Devices for testing the effectiveness or completeness of sterilisation or disinfection, e.g. indicators which change colour
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/50—Sympathetic, colour changing or similar inks
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
    • G01N31/226—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators for investigating the degree of sterilisation

Definitions

  • the present invention relates to an ink composition for indicating the progress of sterilization with ethylene oxide.
  • the ink composition is excellent in printability, develops a distinct color under optimum sterilization conditions, and shows highly improved characteristics as compared with the prior art ink compositions.
  • % and “part(s)” mean “% by weight” and “part(s) by weight”, respectively.
  • Japanese Kokai Tokkyo Koho No. 60-243173 discloses an ink composition comprising (a) a dye having a specific structure, (b) at least one member of the group consisting of polyacrylic acid, polymethacrylic acid and acrylic acid-methacrylic acid copolymers and (c) a polar solvent.
  • Japanese Kokoku Tokkyo Koho No. 60-243173 discloses an ink composition comprising (a) a dye having a specific structure, (b) at least one member of the group consisting of polyacrylic acid, polymethacrylic acid and acrylic acid-methacrylic acid copolymers and (c) a polar solvent.
  • 01-19706 discloses an ink composition
  • a disperse dye represented by the general formula A--N ⁇ N--B (wherein A is the residue of a heterocyclic compound containing one or more alkyl-free nitrogen atoms as selected from the group consisting of the pyridine, quinoline, isoquinoline, triazole, tetrazole, indazole, thiazole, benzothiazole and thiadiazole rings, which residue may optionally have one or more undissociated substituents, and B is a conventional coupling component), a water-soluble high molecular compound, an organic acid and water.
  • A is the residue of a heterocyclic compound containing one or more alkyl-free nitrogen atoms as selected from the group consisting of the pyridine, quinoline, isoquinoline, triazole, tetrazole, indazole, thiazole, benzothiazole and thiadiazole rings, which residue may optionally have one or more undis
  • the present inventors have made extensive investigations and found that the performance of the ink composition as an EO sterilization indicator can be markedly improved by incorporation of an ultrafine filler.
  • the invention provides an ink composition for indicating the progress of sterilization with EO which composition is excellent in printability and capable of changing its color distinctly under optimum sterilization conditions.
  • the ink composition of the invention comprises;
  • A is the residue of a heterocyclic compound containing nitrogen atom which is not substituted with alkyl group and selected from the group consisting of the pyridine, quinoline, isoquinoline, triazole, tetrazole, indazole, thiazole, benzothiazole and thiadiazole rings, which residue may optionally have one or more undissociated substituents, and B is a coupling component,
  • binder component selected from the group consisting of polyacrylic acid, polymethacrylic acid and acrylic acid-methacrylic acid copolymers
  • ultrafine filler selected from the group consisting of ultrafine particles of silica, aluminum oxide and titanium oxide, and
  • the present invention further provides a method of indicating the state of ethylene oxide sterilization which method comprises using the ink composition specified above.
  • the disperse dye to be used in the present invention is represented by the general formula
  • A is the residue of a heterocyclic compound containing one or more nitrogen atoms which are not substituted with alkyl group : the residue is selected from the group consisting of the pyridine, quinoline, isoquinoline, triazole, tetrazole, indazole, thiazole, benzothiazole and thiadiazole rings, which residue may optionally have one or more undissociated substituents, and B is a conventional coupling component.
  • These dyes can be used singly or in combination of two or more kinds.
  • a very wide variety of dyes are represented by the above general formula and therefore a dye or dyes showing a distinct color change after EO gas treatment can suitably be selected depending on sterilization and other conditions.
  • the heterocyclic compound residue represented by A includes, for example, the following groups. ##STR1##
  • R and R' groups in the foregoing examples of the heterocyclic compound residue A there may be mentioned, for example, methyl, ethyl, ethoxy, halogen atom, cyano, nitro, hydroxyl, amino, dimethylamino, diethylamino, diethanolamino, carboxyl, phenyl, phenoxy, benzyl, sulfonic acid, anilino and acetamido.
  • the coupling component B in the above general formula may be selected from a wide variety of coupling components generally used in synthesizing coloring matters. More specifically, the following example may be given.
  • Naphthols-- ⁇ -naphthol, ⁇ -naphthol, 1,5-naphthalene-diol 1-hydroxy-3-naphthalenesulfonic acid, 1-hydroxy-4-naphthalenesulfonic acid, 1-hydroxy-5-naphthalenesulfonic acid, 1-hydroxy-3,6-naphthalenedisulfonic acid, 2-hydroxy-6,8-naphthalenedisulfonic acid, 1,8-dihydroxy-4-naphthalenesulfonic acid, 1,8-dihydroxy-3,6-naphthalenedisulfonic acid, etc.
  • disperse dye of the above general formula there may be mentioned C.I. disperse Red 58 (A: benzothiazole; B: diethanolaminobenzene), 88, 111 or 206, C.I. Disperse Violet 43, C.I. Disperse Blue 102 and the like.
  • the ink composition of the present invention may contain a small amount of a known water-soluble dye for toning, when required.
  • the binder component At least one polymer selected from the group consisting of polyacrylic acid, polymethacrylic acid and acrylic acid-methacrylic acid copolymers is used as the binder component.
  • the polymers are required only to be soluble in the liquid component, namely polar solvent, capable of giving weakly acidic aqueous solutions or dispersions, and hygroscopic in the dry paint film form, without any other particular limitations.
  • These binder components are commercially available, generally in the form of aqueous dispersions, and these dispersions may be used as such.
  • polyacrylic acid and acrylic acid-methacrylic acid copolymers are preferred as the binder component.
  • Such polymers preferably have a molecular weight of about 4,000 to about 8,000.
  • At least one ultrafine filler selected from the group of ultrafine powders of silica, aluminum oxide and titanium oxide should be used in the ink composition of the present invention.
  • Such a filler has a large surface area and therefore increases the hygroscopicity of the film formed upon application of the EO sterilization indicator ink composition on a surface.
  • the color change under optimum humidity conditions for sterilization (30 to 80% humidity) is enhanced.
  • the difference in color development between the optimum humidity conditions and the inadequate humidity conditions for sterilization temperature becomes distinct, so that the state of optimum sterilization (in particular humidity condition) can be indicated more correctly.
  • the ultrafine filler in the ink composition, secondary particles of the ultrafine filler as resulting from aggregation or agglomeration further bind to one another to form a kind of network structure, producing additional effects, for example preventing the composition from blocking during storage, preventing the cobwebbing during application, and providing the ink composition with adequate thixotropic properties to thereby prevent sagging following application.
  • the ultrafine filler preferably has a mean primary particle size of about 5 to about 100 nm and a specific surface area of about 10 to about 1,000 m 2 /g as determined by the BET method. Ultrafine particles of aluminum oxide is more preferred as the ultrafine filler.
  • the polar solvent to be used in the ink composition of the present invention includes, for example, water, aliphatic alcohols, ketones, glycol ethers, esters, and the like. These solvents may be used either singly or in a mixture of two or more of them. Examples of the polar solvent other than water are as follows.
  • polar solvents mentioned above water, aliphatic alcohols and glycol ethers are preferred.
  • the ink composition of the present invention which is intended to provide an EO sterilization indicator comprises, as essential components thereof, (1) the disperse dye of the general formula A--N ⁇ N--B in an amount of 0.05 to 3% (preferably 0.1 to 2%), (2) the binder component in an amount of 0.5 to 50% (preferably 2 to 30%), (3) the ultrafine filler in an amount of 0.05 to 10% (preferably 0.3 to 5%) and (4) the polar solvent in an amount of 30 to 95% (preferably 40 to 92%), based on the total weight of the ink.
  • the content of the binder component is less than 0.5%, the humidity detecting effect is low and the color development is poor. Conversely, when the binder component is present in an amount exceeding 50%, the ink will be highly viscous and low in the printability and the formed ink film will be brittle.
  • the content of the ultrafine filler is less than 0.05%, the humidity detecting effect cannot be improved to a satisfactory extent and the improvement in printability is not sufficient.
  • use of ultrafine filler in an amount exceeding 10% results in an excessively high viscosity, hence in poor printability.
  • the polar solvent When the polar solvent is used in an amount smaller than 30%, an excessively high viscosity results, leading to inferior printability. In an amount exceeding 95%, the ink film formation is difficult.
  • water When water is used as the polar solvent, the amount of water contained in the aqueous resin dispersion, which is the binder component source, is considered as a part of the solvent component.
  • any of those resins which are used as binder components in known oil-based inks may be incorporated as an auxiliary component.
  • auxiliary component resin are carboxyl- or phenolic hydroxyl group-containing resins (e.g. rosin, maleic acid resins, alkylphenol resins, etc.) and cellulosic resins. These resins are used in an amount up to 50% by weight based on the total weight of ink. When these resins are used in an amount exceeding 50% of the ink weight, the viscosity of the ink is too high, whereby the printability is deteriorated.
  • At least one organic acid can be incorporated in an amount up to 10% of the total ink weight.
  • organic acid additionally used are as follows.
  • Aliphatic dicarboxylic acids--Oxalic acid malonic acid, maleic acid, etc.
  • Aromatic acids--Phenol Aromatic acids--Phenol, benzoic acid, phthalic acid, salicylic acid, Sulfosalicylic acid, etc.
  • the organic acid is a polybasic acid
  • at least one of the acidic radicals may be a free acidic radical while the other acidic radical or radicals may be in a salt form.
  • a polybasic acid for example, sodium sulfosalicylate or zinc salicylate, favorably results in improved stability of ink films.
  • surfactants, preservatives, rust preventives, perfumes and like additives that are conventionally used in known water-based ink compositions may be incorporated in the ink composition of the present invention, as required.
  • the ink composition of the present invention can be produced by any method provided that all the constituents used can give a uniform dispersion.
  • an ink composition according to the present invention can be prepared by admixing the disperse dye, binder resin and polar solvent with stirring and heating at about 50° C. to give a uniform dispersion, then adding the ultrafine filler and further stirring the mixture with heating at about 50° C.
  • an auxiliary component resin and/or organic acid is used, such optional component is preferably added prior to the addition of the ultrafine filler.
  • an EO sterilization indicator ink composition can be obtained which is excellent in printability and shows a distinct color change under optimum sterilization conditions for EO sterilization treatment.
  • A-1--C.I. Disperse Red 58 ("Miketon Fast Pink FR"; Mitsui Toatsu Chemicals, Inc.) (A: benzothiazole; B: diethanolaminobenzene)
  • A-3--C.I. Disperse Red 111 (Miketon Polyester Red BSF"; Mitsui Toatsu Chemicals, Inc.)
  • F-1--Maleic acid resin (“Malkyd No. 33"; Arakawa Chemical Industries, Ltd.)
  • HPC-SL F-2--Hydroxypropylcellulose
  • Filter paper sheets were respectively immersed in the ink compositions obtained in the above manner and then dried to give test specimens. These specimens were placed in an airtight container and allowed to stand at a temperature of 50° C. in an atmosphere containing 500 mg/liter of ethylene oxide for 2 hours (a) in the presence of water vapor (50% relative humidity) or (b) in the absence of water vapor (0% relative humidity) and, then, measured for the color difference ⁇ E resulting from color change using a direct-reading digital color difference meter (model "ND-5044AA”; Nippon Denshoku Kogyo Kabushiki Kaisha). The results are shown in Table 2. The changes in color (color development) before and after placed in the state (a) as observed for the specimens are also shown in Table 2.
  • test specimens were prepared in the same manner as above and then they were treated in the same manner as described above except that the treatment time was varied. The changes in color of the test specimens were then observed.
  • FIG. 1 graphically shows the color changing behaviors of the ink compositions obtained in Example 1 and Comparative Example 1 in the presence of ethylene oxide (EO).
  • EO ethylene oxide

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • Wood Science & Technology (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Materials Engineering (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Immunology (AREA)
  • Pathology (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Apparatus For Disinfection Or Sterilisation (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
US07/903,444 1991-06-24 1992-06-24 Ink composition for indicating the progress of sterilization with ethylene oxide Expired - Lifetime US5258065A (en)

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JP15191491A JP2964018B2 (ja) 1991-06-24 1991-06-24 エチレンオキサイド滅菌標識用インキ組成物
JP3-151914 1991-06-24

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Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998037157A1 (en) * 1997-02-19 1998-08-27 Albert Browne Limited Steam sterilization process indicator
WO1999029789A1 (en) * 1997-12-04 1999-06-17 Metal Sign & Label Pty. Ltd. Printing method and ink compositions therefor
US5990199A (en) * 1995-04-19 1999-11-23 North American Science Associates, Inc. Indicator ink compositions
US6277183B1 (en) 1998-10-08 2001-08-21 Cabot Corporation Ink compositions containing metal oxides
EP1166756A3 (en) * 2000-06-27 2002-04-17 Kao Corporation Hair dye composition
US6534006B2 (en) * 2000-08-04 2003-03-18 3M Innovative Properties Company Chemical indicator for determining the adequacy of a liquid sterilization process
US20030113923A1 (en) * 2001-12-12 2003-06-19 Puntambekar Shobha Shakher Steam-formaldehyde sterilization process indicator inks
KR20040051112A (ko) * 2002-12-12 2004-06-18 동아연필 주식회사 유성볼펜용 잉크조성물
US6780896B2 (en) * 2002-12-20 2004-08-24 Kimberly-Clark Worldwide, Inc. Stabilized photoinitiators and applications thereof
WO2005116150A1 (ja) 2004-05-28 2005-12-08 Seiko Epson Corporation インク組成物、それを用いたインクジェット記録方法および記録物
US7030176B2 (en) 2000-10-02 2006-04-18 Kimberly-Clark Worldwide, Inc. Recording medium with nanoparticles and methods of making the same
US20060087448A1 (en) * 2002-07-18 2006-04-27 Den Boer Johannis J Marking of pipe joints
US20060160930A1 (en) * 2003-12-17 2006-07-20 Schneider John R Coating compositions with enhanced corrosion resistance and appearance
US7666410B2 (en) 2002-12-20 2010-02-23 Kimberly-Clark Worldwide, Inc. Delivery system for functional compounds
US20120040386A1 (en) * 2008-11-07 2012-02-16 Wolfgang-Reinhold Knappe Fine-grained filler substances for photometric reaction films
US20120252125A1 (en) * 2011-03-30 2012-10-04 lllinois Tool Works Inc. Ethylene oxide sterilization indicator compositions
US8343437B2 (en) 2008-06-04 2013-01-01 Jp Laboratories, Inc. Monitoring system based on etching of metals
US8409618B2 (en) 2002-12-20 2013-04-02 Kimberly-Clark Worldwide, Inc. Odor-reducing quinone compounds
JP2013176548A (ja) * 2012-01-30 2013-09-09 Nichiyu Giken Kogyo Co Ltd 耐水性インジケータ
US20140356963A1 (en) * 2013-05-31 2014-12-04 Kimberly-Clark Worldwide, Inc. Recyclable indicator tape for sterilization
WO2015112679A1 (en) 2014-01-27 2015-07-30 Jp Laboratories, Inc Indicating devices based on lateral diffusion of a mobile phase through a non-porous stationary phase
US9448182B2 (en) 2004-11-08 2016-09-20 Freshpoint Quality Assurance Ltd. Time-temperature indicating device
EP3293493A1 (en) 2008-06-04 2018-03-14 G Patel A monitoring system based on etching of metals
US20180223480A1 (en) * 2016-04-28 2018-08-09 South China University Of Technology Water-induced anti-counterfeiting paper and preparation method thereof

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AU3620099A (en) * 1998-04-24 1999-11-16 Proteus Molecular Design Limited Aminomethyl-benzoic ester derivatives as tryptase inhibitors
JP5051350B2 (ja) * 2007-01-26 2012-10-17 大日本印刷株式会社 滅菌バック用積層体および滅菌バック
JP5650370B2 (ja) 2008-03-10 2015-01-07 株式会社ホギメディカル プラズマ滅菌用インジケーター
JP5289590B2 (ja) * 2012-01-10 2013-09-11 藤森工業株式会社 プラズマ滅菌用インジケータ及び滅菌用包装材料

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US4015937A (en) * 1975-11-14 1977-04-05 Sakata Shokai Ltd. Process for detecting the completion of the sterilizing treatment using a color changing indicator composition
US4171301A (en) * 1972-07-13 1979-10-16 Ciba-Geigy Corporation Monoazo pigments containing barbituric acid derivatives
JPS6015330A (ja) * 1983-07-08 1985-01-26 Iwatsu Electric Co Ltd 複写機等の給紙装置
JPS60243173A (ja) * 1984-05-16 1985-12-03 Sakura Color Prod Corp エチレンオキサイド滅菌標識用インキ組成物
JPS6419706A (en) * 1987-07-15 1989-01-23 Toshiba Corp Manufacture of wound iron core

Patent Citations (5)

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Publication number Priority date Publication date Assignee Title
US4171301A (en) * 1972-07-13 1979-10-16 Ciba-Geigy Corporation Monoazo pigments containing barbituric acid derivatives
US4015937A (en) * 1975-11-14 1977-04-05 Sakata Shokai Ltd. Process for detecting the completion of the sterilizing treatment using a color changing indicator composition
JPS6015330A (ja) * 1983-07-08 1985-01-26 Iwatsu Electric Co Ltd 複写機等の給紙装置
JPS60243173A (ja) * 1984-05-16 1985-12-03 Sakura Color Prod Corp エチレンオキサイド滅菌標識用インキ組成物
JPS6419706A (en) * 1987-07-15 1989-01-23 Toshiba Corp Manufacture of wound iron core

Cited By (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5990199A (en) * 1995-04-19 1999-11-23 North American Science Associates, Inc. Indicator ink compositions
US6149863A (en) * 1997-02-19 2000-11-21 Albert Browne Limited Method of steam sterilization using a steam sterilization indicator
WO1998037157A1 (en) * 1997-02-19 1998-08-27 Albert Browne Limited Steam sterilization process indicator
RU2213112C2 (ru) * 1997-02-19 2003-09-27 Алберт Браун Лимитед Индикатор процесса стерилизации паром
CZ298820B6 (cs) * 1997-02-19 2008-02-13 Albert Browne Limited Způsobu sterilizace předmětů parou
WO1999029789A1 (en) * 1997-12-04 1999-06-17 Metal Sign & Label Pty. Ltd. Printing method and ink compositions therefor
US6277183B1 (en) 1998-10-08 2001-08-21 Cabot Corporation Ink compositions containing metal oxides
EP1166756A3 (en) * 2000-06-27 2002-04-17 Kao Corporation Hair dye composition
US6475248B2 (en) 2000-06-27 2002-11-05 Kao Corporation Hair dye composition
US6534006B2 (en) * 2000-08-04 2003-03-18 3M Innovative Properties Company Chemical indicator for determining the adequacy of a liquid sterilization process
US7030176B2 (en) 2000-10-02 2006-04-18 Kimberly-Clark Worldwide, Inc. Recording medium with nanoparticles and methods of making the same
US7371456B2 (en) 2000-10-02 2008-05-13 Kimberly-Clark Worldwide, Inc. Nanoparticle based inks and methods of making the same
US20030113923A1 (en) * 2001-12-12 2003-06-19 Puntambekar Shobha Shakher Steam-formaldehyde sterilization process indicator inks
US20060087448A1 (en) * 2002-07-18 2006-04-27 Den Boer Johannis J Marking of pipe joints
KR20040051112A (ko) * 2002-12-12 2004-06-18 동아연필 주식회사 유성볼펜용 잉크조성물
US7666410B2 (en) 2002-12-20 2010-02-23 Kimberly-Clark Worldwide, Inc. Delivery system for functional compounds
US6780896B2 (en) * 2002-12-20 2004-08-24 Kimberly-Clark Worldwide, Inc. Stabilized photoinitiators and applications thereof
US8409618B2 (en) 2002-12-20 2013-04-02 Kimberly-Clark Worldwide, Inc. Odor-reducing quinone compounds
US20060160930A1 (en) * 2003-12-17 2006-07-20 Schneider John R Coating compositions with enhanced corrosion resistance and appearance
EP1749864A4 (en) * 2004-05-28 2009-05-06 Seiko Epson Corp INK COMPOSITION, ITEM USED IN METHOD FOR INK RADIATION RECORDING AND PRINTING
US7871465B2 (en) 2004-05-28 2011-01-18 Seiko Epson Corporation Ink composition, and ink jet recording method and recorded matter using the same
WO2005116150A1 (ja) 2004-05-28 2005-12-08 Seiko Epson Corporation インク組成物、それを用いたインクジェット記録方法および記録物
US20080047461A1 (en) * 2004-05-28 2008-02-28 Masahiro Hanmura Ink Composition, and Ink Jet Recording Method and Recorded Matter Using the Same
US9448182B2 (en) 2004-11-08 2016-09-20 Freshpoint Quality Assurance Ltd. Time-temperature indicating device
US8343437B2 (en) 2008-06-04 2013-01-01 Jp Laboratories, Inc. Monitoring system based on etching of metals
EP3293493A1 (en) 2008-06-04 2018-03-14 G Patel A monitoring system based on etching of metals
US20120040386A1 (en) * 2008-11-07 2012-02-16 Wolfgang-Reinhold Knappe Fine-grained filler substances for photometric reaction films
US20120252125A1 (en) * 2011-03-30 2012-10-04 lllinois Tool Works Inc. Ethylene oxide sterilization indicator compositions
US8628968B2 (en) * 2011-03-30 2014-01-14 La-Co Industries, Inc. Ethylene oxide sterilization indicator compositions
JP2013176548A (ja) * 2012-01-30 2013-09-09 Nichiyu Giken Kogyo Co Ltd 耐水性インジケータ
US20140356963A1 (en) * 2013-05-31 2014-12-04 Kimberly-Clark Worldwide, Inc. Recyclable indicator tape for sterilization
US9457115B2 (en) * 2013-05-31 2016-10-04 Avent, Inc. Recyclable indicator tape for sterilization
WO2015112679A1 (en) 2014-01-27 2015-07-30 Jp Laboratories, Inc Indicating devices based on lateral diffusion of a mobile phase through a non-porous stationary phase
US20180223480A1 (en) * 2016-04-28 2018-08-09 South China University Of Technology Water-induced anti-counterfeiting paper and preparation method thereof
US10876257B2 (en) * 2016-04-28 2020-12-29 South China University Of Technology Water-induced anti-counterfeiting paper and preparation method thereof

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JP2964018B2 (ja) 1999-10-18

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